Crypto Holder Diary

Notes from a long position

Long-term positions are held through years that feel wrong. These are notes on market psychology and long-term strategy, written by someone still holding.

  1. Why the Exit Plan Matters More Than the Entry

    Almost all attention goes to when to buy. Every serious loss I have seen was determined by what happened at the other end.

    September 9, 2026, 2 min
  2. Separating the Asset From the Sector

    Most bad news in crypto is about something you do not hold. Distinguishing the two is a habit rather than an insight.

    September 9, 2026, 2 min
  3. Ten Years of Holding: What Actually Compounds

    Not the returns, which are whatever the market did. The habits, the documentation and the calibration compound, and they are the part you control.

    September 9, 2026, 2 min
  4. When the Thesis Actually Breaks, and How to Tell

    I have exited one position permanently in eight years. Working out that it was a broken thesis rather than a bad month took an uncomfortable amount of honesty.

    September 9, 2026, 3 min
  5. Four Years of Quarterly Notes: What the Record Shows

    I have written a note every quarter since 2021. Read end to end, the pattern in my own errors is more consistent than I expected.

    September 8, 2026, 3 min
  6. What Happens to Your Crypto If You Die

    The most-ignored practical problem in self-custody. There is no probate process that helps, and the default outcome is permanent loss.

    September 5, 2026, 3 min
  7. The Cost of Checking, Measured

    I recorded every time I looked at the price for a month and scored what each check produced. The answer was nothing, eleven times out of eleven.

    September 4, 2026, 2 min
  8. Rebalancing Without Emotion: A System That Survived Two Cycles

    The mechanics are trivial. Everything that makes rebalancing work is in the parts that remove judgement from it.

    September 1, 2026, 3 min
  9. What I Tell People Who Ask If They Should Buy

    A short answer I have refined over several years, and the three questions I ask before giving any of it.

    August 30, 2026, 2 min
  10. The Cost of Being Early, and Why Nobody Talks About It

    Being right too soon is financially indistinguishable from being wrong, for as long as it lasts. That period can last years.

    August 26, 2026, 2 min
  11. The Difference Between Patience and Paralysis

    Both look like holding. One is a decision renewed with evidence, the other is an absence of decision, and they end differently.

    August 24, 2026, 2 min
  12. What a Bear Market Does to Your Reading Habits

    The sources change, the tone changes, and the change is in the reader rather than in the sources.

    August 19, 2026, 2 min
  13. What I Got Wrong in 2018, in My Own Words

    I kept notes through the last long bear market. Reading them back is an education in how confident bad reasoning sounds at the time.

    August 17, 2026, 3 min
  14. When Boredom Is the Signal

    The periods when nothing is happening and nobody is talking about it have historically been the most productive time to be accumulating.

    August 13, 2026, 2 min
  15. The Emotional Cost of a Concentrated Position

    Concentration is defensible on the arithmetic and expensive in ways the arithmetic does not capture.

    August 8, 2026, 2 min
  16. Position Sizing for an Asset That Falls 70 Percent

    Most sizing advice assumes normal volatility. Here is how to think about an asset where a decline of two thirds is an ordinary event.

    August 5, 2026, 3 min
  17. Why I Trimmed Into Strength and Would Again

    Selling a portion during an advance reduced my eventual return. It was still correct, and the distinction matters more than the outcome.

    August 4, 2026, 2 min
  18. Why I Do Not Discuss My Positions Publicly

    Stating a position out loud changes your relationship to it in a way that is measurable in your own subsequent decisions.

    August 2, 2026, 2 min
  19. On Holding Something You No Longer Believe In

    There is a state between conviction and exit where a position persists because leaving requires a decision. It is worth naming.

    July 28, 2026, 2 min
  20. How Long-Term Holders Actually Behave On-Chain

    Coin age data offers one of the few objective windows into holder behaviour. It is also routinely oversold. Here is what it can and cannot show.

    July 25, 2026, 3 min
  21. Reading Old Predictions, Including My Own

    I scored five years of my own forecasts. The results were humbling in a specific and useful way.

    July 22, 2026, 2 min
  22. Why I Stopped Predicting Anything

    Not out of humility. Because I scored my own record and nothing in my strategy depends on forecasts anyway.

    July 16, 2026, 2 min
  23. The Case Against Checking Your Portfolio Daily

    Daily checking produces no information and a measurable amount of distress. The arithmetic of why is more interesting than the advice.

    July 13, 2026, 3 min
  24. Holding Through a Narrative Collapse

    The story explaining why an asset matters can fail while the asset continues working. Separating the two is most of the job.

    July 11, 2026, 2 min
  25. My Quarterly Review Template

    Three questions, fifteen minutes, the same date every quarter. It is the only process I have that has never been skipped.

    July 4, 2026, 2 min
  26. How I Handle Being Wrong in Public

    I publish method, which means publishing the failures. Three rules I use for writing about my own mistakes without making them useless.

    July 1, 2026, 2 min
  27. What Conviction Means When You Are Down 40 Percent

    Conviction is usually described as a feeling. The useful version is a document written when you had nothing to defend.

    July 1, 2026, 3 min
  28. The Trap of Averaging Down Without a Rule

    Buying more as something falls is either disciplined accumulation or throwing money at a mistake. Nothing in the moment distinguishes them.

    June 30, 2026, 2 min
  29. Building a Liquidity Buffer Before You Need It

    Being a forced seller is how an ordinary drawdown becomes a permanent loss. The defence is entirely outside the asset.

    June 26, 2026, 2 min
  30. FOMO, FUD and Five Other Words That Cost People Money

    Crypto vocabulary is unusually effective at shutting down thought. Seven terms, what each one actually does, and what it replaces.

    June 21, 2026, 3 min
  31. On Not Having a Price Target

    Every target I have ever set was either reached and ignored, or missed and revised. I stopped setting them and the decisions improved.

    June 18, 2026, 2 min
  32. What Survivorship Bias Looks Like From Inside

    I am part of a sample that selected itself by not quitting. That makes almost everything I conclude from my own experience suspect.

    June 13, 2026, 2 min
  33. The Year I Added Nothing

    Twelve months with no new capital deployed, for reasons entirely unrelated to the market. What it revealed about the rest of the process.

    June 11, 2026, 2 min
  34. Selling Rules You Should Write Before You Need Them

    Every rule I have written during a drawdown has been bad. The ones written in calm months have all held up.

    June 8, 2026, 3 min
  35. How I Decide What Counts as Evidence

    During a drawdown, every argument is available and most of them are noise. Three tests separate the ones worth acting on.

    June 6, 2026, 2 min
  36. The Second-Order Effect of Telling People You Hold Something

    Beyond the commitment problem, there is a subtler cost: you become the person they ask, and that changes what you read.

    June 1, 2026, 2 min
  37. The Rule About Never Adding on a Green Day

    An arbitrary-sounding rule that removed an entire category of my worst decisions. The reasoning is behavioural rather than analytical.

    May 30, 2026, 2 min
  38. DCA vs Lump Sum: What the Numbers Actually Say

    The research favours lump sum investing. The research also assumes you behave like a spreadsheet, which is where the argument gets interesting.

    May 27, 2026, 3 min
  39. The Difference Between Risk and Volatility

    Volatility is how much the price moves. Risk is the probability of a permanent loss. Treating them as the same thing produces two opposite errors.

    May 26, 2026, 2 min
  40. What Happens to Conviction After a Recovery

    Surviving a drawdown makes the next one feel manageable. That confidence is the most dangerous thing a recovery produces.

    May 20, 2026, 2 min
  41. The Psychology of Watching Your Portfolio Drop 60 Percent

    A month-by-month account of what a deep drawdown actually does to your reasoning, and which parts of it are worth listening to.

    May 16, 2026, 3 min
  42. Why I Keep a Written Investment Policy

    One page, reviewed quarterly, amended only in calm months. It has made more decisions for me than my judgement has.

    May 14, 2026, 2 min
  43. Regret Minimisation as a Decision Framework

    Asking which outcome I would regret more produces better decisions than asking which is more likely, because I am bad at probabilities and good at anticipating regret.

    May 8, 2026, 2 min
  44. Why Holding Is Harder Than Buying

    Buying is a single decision. Holding is the same decision renewed every day for years, under conditions designed to make you renew it differently.

    May 5, 2026, 3 min
  45. Sizing a Position You Intend to Hold for a Decade

    A ten-year horizon changes the sizing calculation in ways that are not obvious, and most of them argue for a smaller position rather than a larger one.

    May 2, 2026, 2 min